Chicago: Men

Apartment No. 9

Where to shop in this city if you’re a style conscious dude? You might have a spot or two,...

barneysphoto

Barneys

If you live in Chicago and have any modicum of style Barneys is a staple. Don’t think you’re above...

penelopes

Penelope’s

The leader in hipster chic. Penelope’s is equal opportunity for men and women, with lots of little delights in...

scoopoutfit

SCOOP

Billing themselves “The Ultimate Closet,” of course we’ve got love for SCOOP NYC. Always a great stop if you’re...

silver moon

Silver Moon

Well, well, well: you’re in luck, ladies and gents. Silver Moon has one of the most well-edited vintage collections...

Lenny and Me

Lenny and Me

Since moving into a space that quadrupled their size – and then adding a second location dedicated solely to...

Knee Deep

Knee Deep

With a pair of the most passionate owners I’ve ever met, this place is thick with mens, womens and...

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US #1

We live for, lust for, and believe in the cowboy boot. There’s nothing like a favorite pair you’ve worn...

dovetail

Dovetail

Chicago vintage boutiques usually don’t get much play in the New York Times, so either the owners have some...

clothes optional

Clothes Optional

So. You’re on the hunt for something cheap and chic and trending towards the hipster je ne sais quoi:...

Sofia

Sofia

Sofia is THE boutique on Oak Street. Blending designer vintage with the best new labels, the store serves women...